Round: 26 Ground: Clay
| ITF Italy F16 Qual | 2016/06/18 08:00 | Simone Roncalli v Gianluca Beghi | 1-6,2-6 |
| ITF Italy F15 | 2016/06/13 12:25 | Kristijan Mesaros v Simone Roncalli | 6-1,7-6 |
| ITF Italy F15 | 2016/06/12 07:00 | Simone Roncalli v Filippo Borella | 6-3,6-3 |
| ITF Italy F14 | 2016/06/07 09:05 | Kenneth Raisma v Simone Roncalli | 7-6,2-6,6-3 |
| ITF Italy F10 | 2016/05/10 08:45 | Simone Roncalli v Andrea Pellegrino | 0-6,2-6 |
| ITF Italy F9 | 2016/05/04 07:30 | Samuel Bensoussan v Simone Roncalli | 6-4,6-2 |
| ITF Italy F9 | 2016/05/03 08:00 | Simone Roncalli v Curtis Clarke | 6-1,6-1 |
| ITF Italy F8 | 2016/04/27 13:00 | Simone Roncalli v Nicola Ghedin | 6-4,6-7,3-6 |
| ITF Poland F4 | 2016/06/17 09:00 | Antonio Massara v Marcin Gawron | 4-6,0-6 |
| ITF Poland F4 | 2016/06/16 10:30 | Antonio Massara v David Poljak | 3-6,6-2,6-3 |
| ITF Poland F4 | 2016/06/15 08:00 | Piotr Lomacki v Antonio Massara | 6-7,4-6 |
| Challenger Caltanissetta | 2016/06/07 18:35 | Marko Tepavac v Antonio Massara | 6-4,6-4 |
| Challenger Caltanissetta Qual | 2016/06/05 10:00 | Sergio Galdos v Antonio Massara | 3-6,3-6 |
| Challenger Caltanissetta Qual | 2016/06/04 13:05 | Antonio Massara v Riccardo Ghedin | 6-7,6-4,6-0 |
| Challenger Caltanissetta Qual | 2016/06/04 08:00 | Antonio Massara v Eduardo Dischinger | 6-4,6-2 |
| ITF Italy F13 | 2016/05/31 09:35 | Maverick Banes v Antonio Massara | 7-5,6-4 |